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Top Cities in Florida

Orlando which includes a city, night scenes and signage
CottagesCottages
Orlando
Dec 1 - Dec 2
from $92
per night/room
Orlando
Fort Lauderdale showing tropical scenes, a bay or harbor and a sunset
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Fort Lauderdale
Fort Lauderdale
Tampa showing a bay or harbor, a city and night scenes
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Tampa
Dec 1 - Dec 2
from $100
per night/room
Tampa
Friendship Park showing a city, night scenes and skyline
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Jacksonville
Dec 1 - Dec 2
from $257
per night/room
Jacksonville
Fort De Soto Park which includes a sandy beach
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St. Petersburg - Clearwater
Dec 1 - Dec 2
from $70
per night/room
St. Petersburg - Clearwater
Miami showing outdoor eating, a hotel and street scenes
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Miami
Dec 2 - Dec 3
from $75
per night/room
Miami

Featured Cottages in Florida

Beach Place Guesthouses

Beach Place Guesthouses

3 out of 5
1445 South Atlantic Avenue, Cocoa Beach, FL
Fully refundableReserve now, pay when you stay
The price is $189 per night from Dec 1 to Dec 1
Nestled on the beach, this Cocoa Beach cottage is within a 5-minute walk of South Cocoa Beach and Cocoa Beach. Thousand Island Conservation Area is 1.4 mi (2.2 ...
4.6/5 Exceptional! (430 reviews)
Hidden gem!
"This was such a great find and right on the beach. We could only stay a night but will be back for sure. We had some communication issues through vrbo because the property is managed separately but we figured it out. When we arrived everything was perfect and everyone was very friendly."

Reviewed on Nov 24, 2021

Beach Place Guesthouses
Tropical Cottages

Tropical Cottages

3 out of 5
243 61st Street Gulf, Marathon, FL
The price is $119 per night from Dec 7 to Dec 7
Situated in Marathon, this cottage is 0.3 mi (0.5 km) from Crane Point Museum and Nature Center and 2.3 mi (3.7 km) from Sombrero Beach. Florida Keys Country ...
4.1/5 Very Good! (260 reviews)
"The canal view was nice, but on the other sides of the property, it was trashy. Additionally, there’s no thermostat for the room and the stairs needed more lighting."

Reviewed on Nov 12, 2021

Tropical Cottages
Cottages El Portal

Cottages El Portal

3 out of 5
191 NE 88th St, Miami, FL
The price is $98 per night from Dec 1 to Dec 1
Situated in Miami, this cottage is 1.1 mi (1.8 km) from MiMo Biscayne Boulevard Historic District and within 3 mi (5 km) of Barry University and Miami Design ...
4.7/5 Exceptional! (117 reviews)
"Super clean & quite area ."

Reviewed on Nov 27, 2021

Cottages El Portal
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3 BR Cottage - In The Heart Of Historic Downtown St Augustine - See the Lights!

3 BR Cottage - In The Heart Of Historic Downtown St Augustine - See the Lights!

St. Augustine, FL
Located in Downtown Historic District, this cottage is within a 10-minute walk of Tolomato River and St. George Street. Flagler College and Cathedral Basilica ...
4.6/5 Wonderful! (34 reviews)
"The property has everything I needed. Close to everything. If I go back to St Augustine I definitely will stay there again."

Reviewed on Nov 16, 2021

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3 BR Cottage - In The Heart Of Historic Downtown St Augustine - See the Lights!
Seay Shack- A true, shabby chic, Old Florida Cottage!

Seay Shack- A true, shabby chic, Old Florida Cottage!

Port St. Joe, FL
This family-friendly cottage is located in the city center, within 1 mi (2 km) of Constitution Convention Museum State Park and Gulf County Welcome Center. Ascension ...
5/5 Exceptional! (18 reviews)
Great centralized location for area!
"The cottage is darling and met our needs for a great centralized base to see local beaches, kayak the bay, shop and eat. Some of the homes nearby have not been redone and are in disrepair ( I assume due to the previous hurricane? ) but that was only negative we saw. The sofa, club chairs and beds ..."

Reviewed on Nov 8, 2021

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Seay Shack- A true, shabby chic, Old Florida Cottage!
Mount Dora Cottages

Mount Dora Cottages

3 out of 5
221 East 4th Avenue, Mount Dora, FL
The price is $177 per night from Dec 1 to Dec 1
Situated in the historical district, this cottage is steps from Mount Dora Community Building, Donnelly Park, and Mount Dora Center for the Arts. Mount Dora ...
4.6/5 Wonderful! (172 reviews)
"Easy walking distance to downtown area and was on a quiet street."

Reviewed on Nov 16, 2021

Mount Dora Cottages
Beautiful Island Studio (Boat Slips Available)

Beautiful Island Studio (Boat Slips Available)

Fort Myers Beach, FL
The price is $169 per night from Dec 2 to Dec 2
Situated in Fort Myers Beach, this cottage is within a 10-minute walk of Fishing Pier Fort Myers Beach and Times Square. Bowditch Point Park and Key West Express ...
3.8/5 Good! (25 reviews)
Great spot !
"We loved renting this property. So close to everything and a walk to the beach or the town! It was a perfect oasis , we saw a manatee and a dolphin in the canal behind the property ! Amazing thank you tommy!"

Reviewed on Apr 9, 2021

Beautiful Island Studio (Boat Slips Available)
Amazing Near Disney At The New Margaritaville Resort 2 Bedroom Cottage

Amazing Near Disney At The New Margaritaville Resort 2 Bedroom Cottage

3.5 out of 5
3063 Pirate Way, Kissimmee, FL
Situated in Kissimmee, this cottage is 0.5 mi (0.8 km) from Island H2O Live! and within 6 mi (10 km) of Disney's Animal Kingdom® Theme Park and Disney's Blizzard ...
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Amazing Near Disney At The New Margaritaville Resort 2 Bedroom Cottage
Red Door Cottage in West Palm Beach

Red Door Cottage in West Palm Beach

West Palm Beach, FL
The price is $80 per night from Dec 10 to Dec 10
Located in Southside, this cottage is 1.4 mi (2.3 km) from West Palm Beach Municipal Golf Course and 3.1 mi (5 km) from Lake Worth Beach. Lake Worth Playhouse ...
5/5 Exceptional! (3 reviews)
Quiet Getaway
"My boyfriend and I came down to the area for the night to meet up with some family. Michelle and David could not have been better hosts. They were able to assist with some minor concerns without any hesitation. They also offer such a great price for an enjoyable little getaway. We will definitely ..."

Reviewed on Nov 7, 2021

Red Door Cottage in West Palm Beach
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Siesta Key, FL
Situated by the sea, this cottage is within 3 mi (5 km) of Siesta Key Beach, Crescent Beach, and Siesta Key Marina. Irma Beach and Shell Beach are also within ...
4.7/5 Exceptional! (16 reviews)
Perfect location
"Great property. Great location. We’ll be back"

Reviewed on Nov 18, 2021

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Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Adorable Cottage Steps from the Glittering Gulf with Private Entrance!

Adorable Cottage Steps from the Glittering Gulf with Private Entrance!

Treasure Island, FL
Situated in Treasure Island, this romantic cottage is within a 10-minute walk of St. Petersburg Municipal Beach and John's Pass Village & Boardwalk. Hubbards ...
4.8/5 Exceptional! (19 reviews)
Perfect
"Our cottage was perfect, inside and out, just a short walk to the beach just outside our back door, had a wagon that we were able to use to load our beach stuff in to make it easier, we are already planning to book again for next ,"

Reviewed on Sep 29, 2021

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Adorable Cottage Steps from the Glittering Gulf with Private Entrance!
Waterfront Home

Waterfront Home

Cudjoe Key, FL
Located on the waterfront, this family-friendly cottage is within 9 mi (15 km) of Upper Sugarloaf Key, Upper Sugarloaf Sound, and Lower Sugarloaf Sound. Sugarloaf ...
4.5/5 Wonderful! (86 reviews)
Venturing Out
"Great community to vacation"

Reviewed on Nov 9, 2021

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Waterfront Home
Country Cottage Home

Country Cottage Home

Bradenton, FL
Located in a rural location, this family-friendly cottage is within 9 mi (15 km) of The River Club, People at Play, and Mall at University Town Center. Main ...
4.7/5 Exceptional! (67 reviews)
Great place and secluded
"Super quiet and off the beaten path, so just what we were looking for."

Reviewed on Nov 24, 2021

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Country Cottage Home
Flagler Beach VR - Beach house

Flagler Beach VR - Beach house

3 out of 5
2715 North Oceanshore Boulevard, Flagler Beach, FL
Nestled on the beach, this Flagler Beach cottage is within 3 mi (5 km) of Beverly Beach, Varn Park Beach, and Flagler Beach Beach. Varn Park and Santa Maria ...
4.7/5 Exceptional! (3 reviews)
"We absolutely loved the beach house. The views were phenomenal and the location was perfect."

Reviewed on Apr 4, 2021

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Flagler Beach VR - Beach house
SIGNAL COVE COTTAGE Pristine 2 Master Bedrooms Minutes to the Gulf

SIGNAL COVE COTTAGE Pristine 2 Master Bedrooms Minutes to the Gulf

Hudson, FL
The price is $112 per night from Dec 1 to Dec 1
This family-friendly Hudson cottage is located on the waterfront, within 3 mi (5 km) of Werner Boyce Salt Springs State Park and Hudson Beach. Regional Medical ...
5/5 Exceptional! (47 reviews)
Peaceful Getaway
"My husband and I needed a peaceful getaway for the weekend and this place definitely filled the bill! Bob is a wonderful and gracious host and lives close by so easy to contact if needed. The home was spotless and smelled super clean when we arrived. We were able to launch our kayaks from the backyard ..."

Reviewed on Nov 18, 2021

SIGNAL COVE COTTAGE Pristine 2 Master Bedrooms Minutes to the Gulf
Downtown Cottage just off famous Duval Street-No Contact Check-In

Downtown Cottage just off famous Duval Street-No Contact Check-In

Key West, FL
Located in Key West Historic District, this historic cottage is within a 15-minute walk of Duval Street, Southernmost Point, and South Beach. Higgs Beach and ...
4.6/5 Wonderful! (69 reviews)
Great location
"We stayed in the carriage house. It was perfectly located and having a parking space in Key West is a great idea. We rented a golf cart and our parking space was big enough to hold that and our car. I was able to walk my dog up to Duvall Street every morning. It was nice to have the pool right there ..."

Reviewed on Oct 16, 2021

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Downtown Cottage just off famous Duval Street-No Contact Check-In
RENOVATED PENTHOUSE W/GULF VIEWS IN SEASIDE, Hook Wine and Sinker - New!!

RENOVATED PENTHOUSE W/GULF VIEWS IN SEASIDE, Hook Wine and Sinker - New!!

Santa Rosa Beach, FL
Located in Seaside, this cottage is within 2 mi (3 km) of Central Square, Seaside Beach, and Grayton Beach State Park. Seaside Repertory Theatre and Seagrove ...
5/5 Exceptional! (2 reviews)
Amazing sunset view and location!!
"We had a wonderful stay at this property. The sunset view was truly beautiful and the proximity to everything made for a great stay. The property was well-equipped with everything we needed and the welcome gift was a lovely treat. The bedrooms were a little noisy in the mornings due to deliveries ..."

Reviewed on Nov 1, 2021

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RENOVATED PENTHOUSE W/GULF VIEWS IN SEASIDE, Hook Wine and Sinker - New!!
The "Jesse", a 1903 cottage in Historic District of downtown Pensacola.

The "Jesse", a 1903 cottage in Historic District of downtown Pensacola.

Pensacola, FL
Located in Seville Historic District, this historic cottage is within a 10-minute walk of The Old Quina House Museum and Historic Pensacola Village. Saenger ...
5/5 Exceptional! (71 reviews)
I love this cottage
"I enjoy staying at this cozy cottage. It is quiet and close drive to anywhere you want to go. The property manager is delightful."

Reviewed on Nov 18, 2021

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The "Jesse", a 1903 cottage in Historic District of downtown Pensacola.
Starry nights beside the Gulf of Mexico in private natural setting

Starry nights beside the Gulf of Mexico in private natural setting

Carrabelle, FL
Located by the sea, this family-friendly cottage is within 9 mi (15 km) of St. James Bay Golf Club, Alligator Point Beach, and Island View Park. Camp Gordon ...
4.9/5 Exceptional! (81 reviews)
Great weekend getaway
"We loved this beautiful cottage by the water. Walks by the bay in the morning and fire pit with marshmallows at night. Cottage had everything needed to relax and unwind. We will be back!"

Reviewed on Nov 18, 2021

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Starry nights beside the Gulf of Mexico in private natural setting
High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood

High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood

Mount Dora, FL
Situated in Mount Dora, this cottage is within 2 mi (3 km) of Mount Dora Area Chamber of Commerce, Modernism Museum, and Mount Dora Community Building. Donnelly ...
4.9/5 Exceptional! (43 reviews)
"A lovely place to stay…has everything you need…we will definitely stay there again 😊"

Reviewed on Nov 22, 2021

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High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood
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